Test bank for organic chemistry principles and mechanisms 2nd edition joel karty

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W W Norton & Company has been independent since its founding in 1923, when William Warder Norton and Mary D. Herter Norton first published lectures delivered at the People’s Institute, the adult education division of New York City’s Cooper Union. The firm soon expanded its program beyond the Institute, publishing books by celebrated academics from America and abroad. By midcentury, the two major pillars of Norton’s publishing program trade books and college texts were firmly established In the 1950s, the Norton family transferred control of the company to its employees, and today with a staff of four hundred and a comparable number of trade, college, and professionaltitles published each year W W Norton& Companystands as the largest and oldest publishinghouse owned whollyby its employees

Copyright © 2018, 2014 by W W Norton & Company, Inc.

All rights reserved.

Associate Media Editor: Arielle Holstein

Associate ManagingEditor, College: Carla L. Talmadge

ProductionManager: Eric Pier-Hocking

Assistant Media Editor: Doris Chiu

Compositionby Westchester PublishingServices

W W Norton & Company, Inc , 500 Fifth Avenue, New York, NY 10110 wwnorton.com

W W Norton & Company Ltd., 15 Carlisle Street, London W1D 3BS

1 2 3 4 5 6 7 8 9 0
CONTENTS Preface 5 Chapter 1 | Atomic and Molecular Structure 40 Interchapter A | Nomenclature: The Basic System for Naming Simple Organic Compounds Alkanes, Haloalkanes, Nitroalkanes, Cycloalkanes, and Ethers 31 Chapter 2 | Three-Dimensional Geometry, Intermolecular Interactions, and Physical Properties 40 Chapter 3 | Orbital Interactions 1: Hybridization and Two-Center Molecular Orbitals 60 Interchapter B | Naming Alkenes, Alkynes, and Benzene Derivatives 81 Chapter 4 | Isomerism 1: Conformers and Constitutional Isomers 90 Chapter 5 | Isomerism 2: Chirality, Enantiomers, and Diastereomers 112 Interchapter C | Stereochemistry in Nomenclature: R and S Configurations about Asymmetric Carbons and Z and E Configurations about Double Bonds 134 Chapter 6 | The Proton Transfer Reaction: An Introduction to Mechanisms, Thermodynamics, and Charge Stability 144 Chapter 7 | An Overview of the Most Common Elementary Steps 164 Interchapter D | Molecular Orbital Theory, Hyperconjugation, and Chemical Reactions 187 Interchapter E | Naming Compounds with a Functional Group That Calls for a Suffix 1: Alcohols, Amines, Ketones, and Aldehydes 196 Chapter 8 | An Introduction to Multistep Mechanisms: SN1 and E1 Reactions and Their Comparisons to SN2 and E2 Reactions 205 Chapter 9 | Nucleophilic Substitution and Elimination Reactions 1: Competition among SN2, SN1, E2, and E1 Reactions 227 Interchapter F | Naming Compounds with a Functional Group That Calls for a Suffix 2: Carboxylic Acids and Their Derivatives 247 Chapter 10 | Nucleophilic Substitution and Elimination Reactions 2: Reactions That Are Useful for Synthesis 256 Chapter 11 | Electrophilic Addition to Nonpolar  Bonds 1: Addition of a Brønsted Acid 278
Chapter 12 | Electrophilic Addition to Nonpolar  Bonds 2: Reactions Involving Cyclic Transition States 298 Chapter 13 | Organic Synthesis 1: Beginning Concepts in Designing Multistep Synthesis 319 Chapter 14 | Orbital Interactions 2: Extended  Systems, Conjugation, and Aromaticity 341 Chapter 15 | Structure Determination 1: Ultraviolet–Visible and Infrared Spectroscopies 359 Chapter 16 | Structure Determination 2: Nuclear Magnetic Resonance Spectroscopy and Mass Spectrometry 380 Chapter 17 | Nucleophilic Addition to Polar  Bonds 1: Addition of Strong Nucleophiles 404 Chapter 18 | Nucleophilic Addition to Polar  Bonds 2: Weak Nucleophiles and Acid and Base Catalysis 429 Chapter 19 | Organic Synthesis 2: Intermediate Topics in Synthesis Design, and Useful Redox and Carbon–Carbon Bond-Forming Reactions 457 Chapter 20 | Nucleophilic Addition–Elimination Reactions 1: The General Mechanism Involving Strong Nucleophiles 485 Chapter 21 | Nucleophilic Addition–Elimination Reactions 2: Weak Nucleophiles 511 Chapter 22 | Aromatic Substitution 1: Electrophilic Aromatic Substitution on Benzene; Useful Accompanying Reactions 541 Chapter 23 | Aromatic Substitution 2: Reactions of Substituted Benzenes and Other Rings 564 Chapter 24 | The Diels–Alder Reaction and Other Pericyclic Reactions 590 Chapter 25 | Reactions Involving Free Radicals 616 Interchapter G | Fragmentation Pathways in Mass Spectrometry 639 Chapter 26 | Polymers 653 Credits 672

PREFACE

When was the last time you were pleased with the consistency and quality of the assessment supplements that come with introductory texts? If you are like most professors, you probably find that these assessment packages do not always meet your needs. To address this issue, Norton has collaborated with Valerie Shute (Florida State University) and Diego Zapata-Rivera (Educational Testing Services) to develop a methodology for delivering high-quality, valid, and reliable assessment supplements through our Test Banks and extensive suite of support materials

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We first conducted a focus group with the brightest minds in educational testing to create a new model for assessment. A good assessment tool needs to do several things: (a) define what students need to know and the level of knowledge and skills expected; (b) include test items that assess the material to be learned at the appropriate level; and (c) enable instructors to accurately judge students’ mastery of the material based on the assessment outcomes in terms of what they know, what they don’t know, and the depth of their knowledge Accurate assessmentsof student masteryallowinstructorsto focus on areas where students need the most help in learning.

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For each chapter, the learningobjectives that students could be expected to master by reading the text are listed The questions are identified as remembering, understanding, applying, analyzing, evaluating, and creating This classification is patterned after Bloom’s taxonomy of educational objectives. Bloom listed six levels of learning: knowledge (information), comprehension, application, analysis, synthesis, and evaluation. Questions are also posed at three difficulty levels: easy, medium, and difficult. By asking students questions that vary in both type and level of difficulty, instructors can gather different types of evidence, which will allow them to more effectively assess how well students understand specific concepts

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3 Applying questions Ask students to draw from their prior experience and use critical-thinking skills to engage in qualitative reasoning about the real world Can students use learned informationin another task or situation?

4 Analyzing questions Test students’ ability to break down information and see how different elements relate to each other and to the

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